The first session. Part 2/3. Links to part 2 and 3 in comments.

The first session. Part2/3

By:@Ars3nna

Please read part 1 before reading this

Caitlyn tugged on the leash and walked forward toward another doorway, Nathan, realizing she intended for him to follow her, walked forward the few steps it took to get to the door, where they stopped, and Caitlyn, picking up a key from the adjacent counter, unlocked the door and went inside. Nathan followed, with Sandra right behind him. After they were all through the doorway, Caitlyn handed Sandra the key, and proceeded to climb the even shorter staircase, while Sandra closed and locked the door behind her.

Once they reached the top, Caitlyn flicked a switch, and the lights came on, revealing what looked like a dimly lit, medieval style dungeon, complete with stone tiles on the floor and walls, and LED lights that looked like old timey wall torches. It felt slightly damp, and had a vague, musty smell like that of an attic.

Looking around the room, Nathan saw a chair, with protruding arm and leg rests with straps where the ankles, thighs, upper arms and wrists looked like they’d go. Next to the chair was a somewhat small, metal cart, with an assortment of feathers, brushes, electric toothbrushes, and what looked to be a bottle of some kind of oil or lubricant.

He also saw a table with a gap between where he assumed the legs would rest, and more straps, in the same places as the chair.

Nathan’s heart skipped a beat, and he felt a rush of anxiety.

As Sandra climbed the stairs behind him, sensing his anxiety, she embraced him from behind, kissed his neck, and whispered in his ear “Don’t worry baby, It’ll be fun.”

“For us at least,” Caitlyn said with a smirk, apparently having heard the whisper.

“I-I don’t know about this,” Nathan nervously remarked.

“Shhhh,” Sandra said “It’ll be fine, it’ll be fun,” she said again, continuing to kiss his neck.

“Besides,” Caitlyn said, “you already signed the contract. “Now, have a seat,” she said, gesturing at the chair.

Nathan somewhat reluctantly obliged, knowing that, despite his hesitance, deep down, he truly did want this, no matter how intense it would be.

“Lose the bra first though,” Caitlyn said. “Gives us better access to your ribs.”

With a gulp he obliged, and tossed the bra on the floor before sitting down.

The 2 mistresses quickly, with practiced precision, proceed to strap him down. Starting with his feet, they worked their way up his body. With each strap they added, he felt himself be able to move less and less, and his sense of vulnerability skyrocketed.

The chair was set up in a way, so that his arms were pointed outward from his sides, leaving his armpits greatly exposed, and his legs kind of stuck out in front of him so that his body was in a kind of sitting, spread eagle position.

After he was fully strapped down, Caitlyn grabbed the bottle of oil, and generously poured it onto his body, making Nathan jump slightly from the coldness. The 2 mistresses went to work massaging it in, making sure to avoid any touch that could tickle. Again, starting with his feet, and working up.

Once they were done, and the oil was fully massaged in, Caitlyn exclaimed, “OH! I forgot something. Sandra, while I go and get it, why don’t you start “testing him,”” she said with an evil smile.

Sandra replied back with a smile even more wicked, and a nod.

As Caitlyn left the room, Sandra approached Nathan and started to gently run her hands and fingers over his upper body

. “S-seriously, I’m not sure about this, how about you unstrap me and we can keep going wit-mfh.” Sandra kissed him and ran her hands over his now hard nipples.

“Shhhhh, I said don’t worry,” she said “It’s just a little tickling, you’ll be fine,” she said innocently, with a devilish smile on her face.

With that she started to lightly tickle his ribs taking note of his reaction.

“N-noho, dohon’t heh. Untihe mehe,” he giggled.

She ignored him and continued her light tickles, working her way down his body, continuing to take notes of his reactions. As she heard Caitlyn come back into the room, she stopped.

Caitlyn came back, holding a bright purple strap on, a bright red ball gag, and a black blindfold.

She held up the strap on, “what you asked for,” she said.

“As for these, since you broke our dress code, these are what your punishment will be,” she said in a teasy and seductive manner, holding up the gag and blindfold.

“I think we’d better put that gag to use right away,” Sandra said. “He sure is talkative.”

“Already?” Caitlyn replied.

“Yeah. He seems really scared, I don’t know if he’ll survive the rest of the session,” Sandra replied.

Caitlyn grinned satisfactorily. “It gets the most fun after they break,” she said. Sandra grinned in agreement.

Caitlyn approached Nathan and said, “alright slave, open wide.”

“NO! PLEASE!” Nathan said desperately. He Fought her trying to put the gag in, by closing his mouth as tight as he could, and desperately turning his head from side to side.

With a heavy sigh, she said “Sandra, if you’d please…”

“Of course!” She replied happily, as she moved behind the chair, so she could better access his ribs.

Once behind the chair, she dug her fingers into his ribs. He immediately burst into laughter.

“HAH-MFH.” He was cut off by the gag, as Caitlyn put it in while his mouth was open from laughter.

Now that the gag was in, and Nathan could no longer speak, or make much noise at all, Caitlyn started speaking, in a very authoritative tone.

“All right, now that that’s taken care of, let me explain some more about what’s going to happen. Firstly, this room has been fully sound-proofed, so you can get as loud as you want, no one will hear you. Although, as of right now I don’t think anybody would hear you anyway,” she teased.

”Secondly, any kind of rule breaking, or disobedience on your part will result in punishment, which, as you know, is at our discretion. Thirdly, we very much enjoy our job, so we will not stop until we are both satisfied. You’ll also be cared for sexually, although how you’re “cared for” will, again, be up to us,” she said.

“Now then Sandra, you tested him? What did you find out?” She asked, with a devilish smile.

“Well,” Sandra replied, smiling herself. “His ribs and sides definitely seem to be his weak spots, with his armpits being a close second. I didn’t get as good a reaction from his hips and thighs,” she said. “ And I didn’t get a chance to test his feet.”

“Fuck! Not my feet!” Nathan thought to himself.

Caitlyn grinned, noticing Nathan’s frightened reaction.

“Well, I guess we should start there then,” she said, grabbing a hair brush from the cart.

“Oh, definitely,” Sandra replied, also grabbing a hair brush.

With that they both sat down, and started raking the brushes over his oiled soles.

Nathan immediately burst into muffled laughter.

“ MFH MMMMMFFFH,” he screamed.

“Wow, he’s really ticklish,” said Sandra.

“Yeah he is, I hope he breaks soon, that’s when it gets the most fun,” Caitlyn replied satisfactorily.

“You hear that slave? We’re gonna break you!”

Nathan started to panic, as he realized what he had gotten himself into.

“FUCK, I CAN’T TAKE IT!” He thought to himself. “I’LL DIE, I’M GONNA DIE!”

“Why don’t we take things up a notch,” Caitlyn said after about 20 minutes.

She handed her brush to Sandra and stood up, and walked around to the back of the chair.

“If you thought THAT was bad, how about 2 brushes on your feet, while I attack your ribs!” She said sadistically.

A muffled, desperate grunt was the only reply Nathan could muster.

“Ooh! He sounds really scared!” Said Sandra, as she started attacking his feet again, 1 brush in each hand.

“Well, he does have a good reason!” Replied Caitlyn confidently.

As she dug her 10 fingers into his ribs, a new wave of hysteria hit Nathan, who was thoroughly regretting ever signing up for this. If he had known he was this ticklish, he never would have agreed to this.

After another 30 minutes or so of intense rib tickling, and verbal teasing, Caitlyn said, momentarily stopping her assault on his ribs, “Sandra, why don’t we play a game with our slave?”

“Ooh, what kind of game babe?” Sandra replied, standing up and placing the brushes on the cart.

Nathan used this brief, much needed break to catch his breath.

“OK, listen up slave!” Caitlyn said. “We’re going to remove your gag.”

Nathan felt a short lived string of relief as she said this.

“BUT,” she continued. “You aren’t allowed to laugh! Any kind of audible laughter louder than a giggle will be considered a violation of the rules.”

Nathan sank even lower into despair after hearing that.

“Any begging or pleading, will also be considered a violation, do you understand slave?” she said as she removed the gag.

Not wanting to piss her off, and being desperately afraid of whatever punishment she had in mind, with all of the effort he had left, he weakly said, “Y-pant Y-yes.”

Caitlyn didn’t like that. “Yes what!” She said loudly and assertively, as she reached back to his ribs.

“Y-YES MISTRESS!” He shouted.

She smiled, “That’s better slave. Right, let’s get started!”

Nathan groaned and moaned.

“Don’t worry baby,” said Sandra. “We’ll start off light, right babe?”

Caitlyn grinned, “Of course! But… It will get more difficult the longer you last. MUCH more difficult.”

She grinned and chuckled sadistically when she saw the fear in Nathan’s eyes. “Well, let’s start then!” She said

“I think we should go easy on him and start with light, feather tickles,” said Sandra, as she picked up a handful of feathers from the cart and handed 2 to Caitlyn.

“I agree love,” Caitlyn said, taking 2 of the feathers, 1 for each hand.

“Remember slave, giggles are allowed, but any laughter and you will be severely punished!”

As Sandra positioned herself back at Nathan’s feet, and Caitlyn behind the chair again, he tightly shut his eyes, trying to mentally prepare for what was about to happen. If he had learned anything about these 2 women from the past hour or so, it was that laughter was inevitable. He was determined to hold out as long as possible though, the fear of punishment motivating him.

As they stated, the feeling of the feathers gliding over his feet and ribs, immediately sent goosebumps throughout his entire body, occasionally getting an electric wave of pleasure when Caitlyn would graze his sensitive nipples with the feather.

Desperately trying to hold in his laughter, he started to giggle. Small ones at first, but as the minutes passed, they increased the speed and intensity. His face bright red and flushed from the strain of trying to hold in the laughter.

Sandra said “Isn’t he cute! He must be really scared of what we have in store for him if he fails.”

“It’s amazing what a slave will do to avoid punishment,” Caitlyn replied.

About another 15 minutes later, Caitlyn put the feather down, kissed him on the cheek, and said “right! I think that’s enough of the feathers for now. What do you say we move on to round 2 slave?”

Nathan, becoming even more desperate hearing her say this, subconsciously blurted out, “P-please Mistress I’ve had enou-,”

Caitlyn cut him off with a shout. “What was that slave! What did we say about begging and pleading? It almost seems like you WANT to be punished!”

Terror stricken, Nathan franticly said, “NO! N-no Mistress! I’m sorry Mistress.”

With a satisfied grin on her face, Caitlyn said, “Hmm, well since you did so well the first round, I suppose we’ll let you off with a warning. Wouldn’t want to spoil the fun, now would we slave?”

“Thank you mistress,” Nathan replied.

“Just remember slave,” Caitlyn said. “That was your 1 and ONLY warning, any more disobedience and you’ll get whatever punishment we see fit. Now, let’s start round 2!”

Nathan knew immediately he wouldn’t make it past round 2. Sandra decided to abandon his feet and join Caitlyn on his upper body, “you get his ribs, and I’ll get his sides and hips,” she said gleefully.

Caitlyn nodded in response.

They started by hovering their hands above his body, making sure not to actually touch him yet.

Knowing that the suspense was killing him, they made teasing remarks, “coochie, coochie coo. Are you ticklish?” Sandra teased.

“Hmm, he doesn’t seem to be laughing, maybe our slave isn’t ticklish?”

“We’ll just have to try harder,” Caitlyn replied.

They started to lightly brush his ribs, sides and hips with their fingers. Nathan immediately started giggling again, but in a way he was glad to be rid of the suspense.

“Hmmm, this is better, but he’s still not laughing. He must be bored! Babe, I think we’re boring him!” Sandra said.

“I think so to love,” Caitlyn replied. “What do you say we up the stakes, love?”

“Sounds fun!” Sandra said.

“OK slave, from now on, laughter will count as a double punishment!” Caitlyn said. “So that means if you laugh, you’ll be punished not once, but TWICE! Isn’t that exciting slave?”

Nathan’s eyes grew wide with terror, but knowing he was powerless to stop it, he defeatedly replied, “yes mistress,” hoping that obedience would please them, and make them feel mercy.

Caitlyn, taken slightly aback by his response, thinking he would protest and try to resist, suddenly felt a near overwhelming desire to climb on top of him, and take his dick deep inside of her already soaking wet pussy.

With a flustered blush, she responded, “g-good boy.”

Sandra, realizing what a flustered state her lover was in, gave her a knowing look and said, “sexy little thing, isn’t he babe?”

Caitlyn, turning an even brighter shade of red, quickly looked away. “R-right!” She said, trying to hide her flustered reactions, “I think its about time we get this slave laughing.”

The 2 mistress assumed their positions and, at first continued with the light tickles, to keep their slave in suspense, for just a while longer.

After about a minute or 2, Caitlyn nodded in Sandra’s direction.

And they attacked.

Both digging all ten of their fingers into poor Nathan’s ribs and sides, while smiling and giggling contently, causing Nathan to erupt into the most hysterical laughter any of them had ever heard.

“HAHAHAHA. PLEHEHESE. DOHOHOHON’T PUN-HAHA PUNISH MEHEHE.”

Upon hearing Nathan beg not to be punished, and the sight of having this fit, attractive man tied down and at the mercy of her and her girlfriend, Sandra began to feel a similar feeling to what Caitlyn experienced, a few moments ago. An almost overwhelming desire to tear her panties off, and hump him until his balls were empty.

“I wonder how big it is?” She thought to herself, realizing she had not actually seen it without some sort of clothing covering it.

After a moment, she came to her senses.

“Babe?” She said, “Since he broke the rules, I think it’s time we dole out his punishments, don’t you think?”

Caitlyn, who had also been lost in fantasy, quickly came to her senses.

“Um, yes! I do” she replied as she stopped her tickling.

The laughter stopped, and Nathan began violently panting, desperately trying to catch his breath. It was a bittersweet feeling for Nathan, because, on one hand, the constant tickling was absolutely terrible, but he knew that whatever they had planned for him next would be much worse.

“You hear that slave? We’re gonna punish you!” Caitlyn said. “Now then, to decide what it’ll be.”

“I think the gag and blindfold are a given, don’t you babe?” Sandra pipped in.

“Oh, of course love! But what about his second punishment?”

“I was thinking…”

Caitlyn replied as she approached Nathan and put her face directly in front of his, looking him directly in the eyes.

“Extra time? What do you think slave?” She grinned satisfactedly as she saw his eyes widen with terror.

“N-NONONONO! PLEASE! ANYTHING BUT MORE TIME HERE,” he screamed, on the verge of breaking.

She ignored him. “Hmm, yes, I think 3 more hours will do quite nicely,” Caitlyn Said.

“Ooh, that’s mean. Are you sure we aren’t pushing him too far though? He might actually break at this rate.”

After a brief pause, they both sadistically chuckled.

“OK! Punishment time!” Caitlyn said, picking up the ball gag.

Nathan continued to beg, “P-PLEASE! I’M BEGGING YOU! LET ME GO!”

“No.” Replied Caitlyn coldly.

Nathan fought her as she tried to put the gag in, but it was pointless with Sandra’s expert fingers on his ribs.

He was helpless to avoid laughing as she dug them into him.

“HAH-MFH!” was the only thing he had time to say, as the gag was secured in his mouth.

Caitlyn reached into the bottom container of the cart, and pulled out 2 pairs of egg-vibrators and a roll of duct tape.

She handed one of the pairs to Sandra while walking back around behind the chair.

She placed one of the vibrators into each of Nathan’s exposed, freshly shaven armpits and motioned for Sandra to take the tape.

“Here, tape these down while I hold them in place,” she said.

Sandra did as she was told, and they repeated the process on his feet.

“OK! Time for the blindfold. Say goodbye to the light slave!” She said as she picked the blindfold up and secured it over Nathan’s eyes.

Nathan panicked as the blindfold went on, knowing from his past relationship, that the sensory deprivation would make everything much more intense. He was definitely terrified, but there was a part of him, deep in his subconscious, that thrilled this was happening, a part of him that loved being tied and helpless, left to the mercy of these 2 beautiful mistresses.

He felt them both gently rub his chest and nipples, while one of them kissed and licked his neck.

“This next part will be MUCH worse.” Caitlyn purred seductively, nipping at his ear.

He felt his cock stiffen, cursing his body for betraying him.

“This is the part most people break. Do you think he’ll be able to handle it love?” She continued.

“I sure hope not,” Sandra replied, giving his now hard nipples a light pinch.

They quickly switched on the vibrators and took up their positions at his upper body.

They both began digging all ten of their fingers into Nathan’s defenseless ribs and sides, smiling and giggling contently at his reaction.

The constant buzz of the vibrators at his feet and armpits, combined with having 20 fingers, trained in the art of tickling attacking his upper body, was enough to drive most people insane, amplified 10x by the pitch black of the blindfold, and the inability to scream due to the gag.

He soon started to feel himself slip into unconsciousness due to the lack of oxygen from so much constant laughter, however Caitlyn and Sandra were both 2, very experienced mistresses, and knew how to keep their slaves right on that line, intense enough to be as torturous as possible, but not so intense they pass out.

After about 40 minutes of this, the 2 mistresses noticed that tears started to flow from beneath the blindfold, and that Nathan had stopped making noise, having fallen completely into silent laughter.

Caitlyn stopped, gesturing for Sandra to stop as well. She removed the ball gag. “How you holding up slave?” Caitlyn asked, knowing the answer already.

Nathan didn’t answer.

“Are you having fun?” She continued.

Again, he didn’t answer.

Growing slightly frustrated from his lack of a response, she sadistically asked, “Do you want us to stop?”

Nathan finally broke.

His mind in shatters, he gave into his subconscious desire to be stuck here, a bound and helpless tickle slave, owned by these 2 mistresses for the rest of his life.

Unconsciously using the last tiny bit of energy his body had left, he shouted through the buzz of the vibrators, “N-HEH NO! PLEASE DON’T STOP! I LOVE THIS! I LOVE BEING YOUR TICKLE SLAVE!!” before slumping his head back in exhaustion, pushed past his breaking point, both physically, and mentally.

The 2 mistresses both felt their already drenched panties become even more soaked.

“W-well, we can’t say no to that, can we love?” said Caitlyn, placing the gag back in. “How does 2 more hours of this sound slave?”

Source: reddit.com/r/Erotica/comments/sg5i7y/the_first_session_part_23_links_to_part_2_and_3